MX341839B - Novel processes for the preparation of prostaglandin amides. - Google Patents

Novel processes for the preparation of prostaglandin amides.

Info

Publication number
MX341839B
MX341839B MX2013014034A MX2013014034A MX341839B MX 341839 B MX341839 B MX 341839B MX 2013014034 A MX2013014034 A MX 2013014034A MX 2013014034 A MX2013014034 A MX 2013014034A MX 341839 B MX341839 B MX 341839B
Authority
MX
Mexico
Prior art keywords
group
atom
preparation
aralkyl
stands
Prior art date
Application number
MX2013014034A
Other languages
Spanish (es)
Other versions
MX2013014034A (en
Inventor
Havasi Gábor
Kiss Tibor
Kardos Zsuzsanna
Lászlófi István
Bischof Zoltán
Bódis Ádám
Hortobágyi Irén
Original Assignee
Chinoin Zrt
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from HU1100292A external-priority patent/HU231134B1/en
Priority claimed from HU1100291A external-priority patent/HU230703B1/en
Application filed by Chinoin Zrt filed Critical Chinoin Zrt
Publication of MX2013014034A publication Critical patent/MX2013014034A/en
Publication of MX341839B publication Critical patent/MX341839B/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C405/00Compounds containing a five-membered ring having two side-chains in ortho position to each other, and having oxygen atoms directly attached to the ring in ortho position to one of the side-chains, one side-chain containing, not directly attached to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having oxygen atoms attached in gamma-position to the ring, e.g. prostaglandins ; Analogues or derivatives thereof
    • C07C405/0008Analogues having the carboxyl group in the side-chains replaced by other functional groups
    • C07C405/0016Analogues having the carboxyl group in the side-chains replaced by other functional groups containing only hydroxy, etherified or esterified hydroxy groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C405/00Compounds containing a five-membered ring having two side-chains in ortho position to each other, and having oxygen atoms directly attached to the ring in ortho position to one of the side-chains, one side-chain containing, not directly attached to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having oxygen atoms attached in gamma-position to the ring, e.g. prostaglandins ; Analogues or derivatives thereof
    • C07C405/0008Analogues having the carboxyl group in the side-chains replaced by other functional groups
    • C07C405/0041Analogues having the carboxyl group in the side-chains replaced by other functional groups containing nitrogen
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C405/00Compounds containing a five-membered ring having two side-chains in ortho position to each other, and having oxygen atoms directly attached to the ring in ortho position to one of the side-chains, one side-chain containing, not directly attached to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having oxygen atoms attached in gamma-position to the ring, e.g. prostaglandins ; Analogues or derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/46Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with hetero atoms directly attached to the ring nitrogen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44Iso-indoles; Hydrogenated iso-indoles
    • C07D209/48Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44Iso-indoles; Hydrogenated iso-indoles
    • C07D209/50Iso-indoles; Hydrogenated iso-indoles with oxygen and nitrogen atoms in positions 1 and 3
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C07D233/60Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to ring nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/93Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems condensed with a ring other than six-membered
    • C07D307/935Not further condensed cyclopenta [b] furans or hydrogenated cyclopenta [b] furans
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/13Crystalline forms, e.g. polymorphs
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/06Systems containing only non-condensed rings with a five-membered ring
    • C07C2601/08Systems containing only non-condensed rings with a five-membered ring the ring being saturated
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Indole Compounds (AREA)
  • Furan Compounds (AREA)
  • Pyrrole Compounds (AREA)

Abstract

The subject of the invention is process for the preparation of the prostaglandin amides of the general formula I, - where in the formula the bonds marked with dotted lines may be single or double bonds, in the case of double bounds at positions 5,6 and 13,14 they may be in cis or in trans orientation, Q stands for a hydroxyl-group and Z stands for a hydroxyl- or oxo-group, R1 and R2 independently represent hydrogen atom or a straight or branched C1-10 alkyl- or aralkyl- group, optionally substituted with -ONO2 group, or an aralkyl- or aryl- group, which contains heteroatom, R3 represents a straight or branched, saturated or unsaturated C4-6 hydrocarbon group, or a C4-10 alkylcycloalkyl- or cycloalkyl- group, or an optionally with alkyl group or halogen atom substituted phenyl-, C7-10 alkylaryl- or hetaryl- group, Y represents (CH2)n group or 0 atom or S atom, and where n=0-3.
MX2013014034A 2011-06-02 2012-05-25 Novel processes for the preparation of prostaglandin amides. MX341839B (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
HU1100292A HU231134B1 (en) 2011-06-02 2011-06-02 Process for the preparation of chemically stable novel crystalline form of bimatoprost
HU1100291A HU230703B1 (en) 2011-06-02 2011-06-02 Process for the preparation of prostaglandin amides
PCT/HU2012/000045 WO2012164324A1 (en) 2011-06-02 2012-05-25 Novel processes for the preparation of prostaglandin amides

Publications (2)

Publication Number Publication Date
MX2013014034A MX2013014034A (en) 2015-06-17
MX341839B true MX341839B (en) 2016-09-05

Family

ID=89990312

Family Applications (1)

Application Number Title Priority Date Filing Date
MX2013014034A MX341839B (en) 2011-06-02 2012-05-25 Novel processes for the preparation of prostaglandin amides.

Country Status (17)

Country Link
US (3) US9238621B2 (en)
EP (1) EP2723714B1 (en)
JP (3) JP6212485B2 (en)
KR (3) KR102277188B1 (en)
CN (4) CN106349138A (en)
BR (3) BR122021008918B1 (en)
CA (3) CA3094762C (en)
ES (1) ES2636756T3 (en)
HU (1) HUE033642T2 (en)
IL (1) IL229647A (en)
MX (1) MX341839B (en)
PL (1) PL2723714T3 (en)
PT (1) PT2723714T (en)
RU (1) RU2618223C2 (en)
TW (3) TWI632131B (en)
WO (1) WO2012164324A1 (en)
ZA (1) ZA201309357B (en)

Families Citing this family (10)

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HU231203B1 (en) 2011-12-21 2021-10-28 CHINOIN Gyógyszer és Vegyészeti Termékek Gyára Zrt. Novel process for the preparation of travoprost
CN104884006B (en) 2012-10-26 2017-12-15 弗赛特影像5股份有限公司 Ophthalmic system for sustained release drugs to eyes
US9447014B2 (en) 2012-12-28 2016-09-20 Allergan, Inc. Tromethamine salt of bimatoprost acid in crystalline form, methods for preparation, and methods for use thereof
US9120738B2 (en) * 2012-12-28 2015-09-01 Allergan, Inc. Crystalline forms of bimatoprost acid, methods for preparation, and methods for use thereof
HU231214B1 (en) * 2014-03-13 2021-11-29 CHINOIN Gyógyszer és Vegyészeti Termékek Gyára Zrt. New process for preparing high purity prostaglandins
US10273206B2 (en) 2014-06-27 2019-04-30 Allergan, Inc. Tromethamine salt of bimatoprost acid in crystalline form 1, methods for preparation, and methods for use thereof
WO2015199729A1 (en) * 2014-06-27 2015-12-30 Allergan, Inc. Tromethamine salt of bimatoprost acid in crystalline form 1, methods for preparation, and methods for use thereof
EP3283004A4 (en) 2015-04-13 2018-12-05 Forsight Vision5, Inc. Ocular insert composition of semi-crystalline or crystalline pharmaceutically active agent
HU231185B1 (en) * 2017-07-11 2021-07-28 CHINOIN Gyógyszer és Vegyészeti Termékek Gyára Zrt. Process for preparation and purification of misoprostol
CN113548993B (en) * 2021-09-01 2022-05-27 河北化工医药职业技术学院 Preparation method of carboprost

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SE9002596D0 (en) * 1990-08-08 1990-08-08 Pharmacia Ab A METHOD OF SYNTHESIS OF PROSTAGLANDIN DERIVATIVES
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Publication number Publication date
KR102277188B1 (en) 2021-07-15
RU2618223C2 (en) 2017-05-03
EP2723714A1 (en) 2014-04-30
CN106278982B (en) 2019-06-14
US9238621B2 (en) 2016-01-19
HUE033642T2 (en) 2017-12-28
US20140135503A1 (en) 2014-05-15
TWI632131B (en) 2018-08-11
CN106349138A (en) 2017-01-25
JP2017061555A (en) 2017-03-30
JP2014527026A (en) 2014-10-09
IL229647A0 (en) 2014-01-30
JP6693859B2 (en) 2020-05-13
MX2013014034A (en) 2015-06-17
CN106316910A (en) 2017-01-11
TW201311629A (en) 2013-03-16
KR20190124804A (en) 2019-11-05
TW201708191A (en) 2017-03-01
EP2723714B1 (en) 2017-06-21
KR102038048B1 (en) 2019-10-30
CN106278982A (en) 2017-01-04
PL2723714T3 (en) 2018-02-28
CN103649047A (en) 2014-03-19
KR20140053941A (en) 2014-05-08
BR122021008946B1 (en) 2021-08-10
BR112013030973B1 (en) 2021-08-10
TWI653222B (en) 2019-03-11
CA2837261C (en) 2020-12-15
ZA201309357B (en) 2014-08-27
US9573892B2 (en) 2017-02-21
JP6212485B2 (en) 2017-10-11
WO2012164324A1 (en) 2012-12-06
BR122021008918B1 (en) 2021-08-10
KR102135550B1 (en) 2020-07-21
CA3094762A1 (en) 2012-12-06
JP6487410B2 (en) 2019-03-20
US20160145207A1 (en) 2016-05-26
WO2012164324A9 (en) 2014-01-09
KR20200087871A (en) 2020-07-21
TW201708190A (en) 2017-03-01
BR112013030973A2 (en) 2016-08-16
IL229647A (en) 2017-09-28
PT2723714T (en) 2017-08-18
US20160137602A1 (en) 2016-05-19
CN103649047B (en) 2017-01-11
CA3094762C (en) 2023-09-26
TWI653223B (en) 2019-03-11
US9856213B2 (en) 2018-01-02
CA2837261A1 (en) 2012-12-06
JP2017075165A (en) 2017-04-20
ES2636756T3 (en) 2017-10-09
CA3209613A1 (en) 2012-12-06
BR112013030973A8 (en) 2021-03-30
RU2013158952A (en) 2015-07-20

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